(2S,4S,5R)-5-acetoxy-6-benzyloxy-2,4-dimethyl-N-methoxy-N-methylhexanamide

Base Information

Chemical Name:(2S,4S,5R)-5-acetoxy-6-benzyloxy-2,4-dimethyl-N-methoxy-N-methylhexanamide
CAS No.:151670-86-9
Molecular Formula:C₁₉H₂₉NO₅
Molecular Weight:351.443
Hs Code.:

Synonyms:(2S,4S,5R)-5-acetoxy-6-benzyloxy-2,4-dimethyl-N-methoxy-N-methylhexanamide

Suppliers and Price of (2S,4S,5R)-5-acetoxy-6-benzyloxy-2,4-dimethyl-N-methoxy-N-methylhexanamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,4S,5R)-5-acetoxy-6-benzyloxy-2,4-dimethyl-N-methoxy-N-methylhexanamide

Chemical Property:

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Technology Process of (2S,4S,5R)-5-acetoxy-6-benzyloxy-2,4-dimethyl-N-methoxy-N-methylhexanamide

There total 8 articles about (2S,4S,5R)-5-acetoxy-6-benzyloxy-2,4-dimethyl-N-methoxy-N-methylhexanamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

: 108-24-7
acetic anhydride

: (2S,4S,5R)-6-benzyloxy-2,4-dimethyl-5-hydroxy-N-methoxy-N-methylhexanamide

: 151670-86-9
(2S,4S,5R)-5-acetoxy-6-benzyloxy-2,4-dimethyl-N-methoxy-N-methylhexanamide

Guidance literature:: With pyridine; dmap; In dichloromethane; for 25h; Ambient temperature;
DOI:10.1016/S0957-4166(00)80362-6

Reference yield:

: 99945-63-8
(2S,3S)-3-Benzyloxymethyl-oxirane-2-carbaldehyde

: 151670-86-9
(2S,4S,5R)-5-acetoxy-6-benzyloxy-2,4-dimethyl-N-methoxy-N-methylhexanamide

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) NaH / 1.) THF, 0 deg C, 30 min, 2.) THF, -70 deg C, 30 min

2: 95 percent / H₂O / 1,2-dichloro-ethane; hexane / 1 h / -35 °C

3: H₂ / PtO₂ / ethanol / 7 h

4: PPTS / 1,2-dichloro-ethane / 3 h / 90 °C

5: 1.) LDA / 1.) THF, hexane, -78 deg C, 40 min, 2.) THF, hexane, -78 deg C, 2 h

6: 1.) Me₃Al / 1.) CH₂Cl₂, hexane, RT, 15 min, 2.) CH₂Cl₂, hexane, RT, 2.5 h

7: 100 percent / pyridine, 4-dimethylaminopyridine / CH₂Cl₂ / 25 h / Ambient temperature

With pyridine; dmap; water; hydrogen; trimethylaluminum; pyridinium p-toluenesulfonate; sodium hydride; lithium diisopropyl amide; platinum(IV) oxide; In ethanol; hexane; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1016/S0957-4166(00)80362-6

Reference yield:

: 78513-07-2,78513-12-9,78513-15-2,84621-89-6,87172-27-8,95672-91-6,98048-62-5,98048-63-6,78469-85-9
((2R,3S)-3-((benzyloxy)methyl)oxiran-2-yl)methanol

: 151670-86-9
(2S,4S,5R)-5-acetoxy-6-benzyloxy-2,4-dimethyl-N-methoxy-N-methylhexanamide

Guidance literature:: Multi-step reaction with 8 steps

1: (COCl)2, DMSO / CH₂Cl₂ / 1 h / -60 °C

2: 1.) NaH / 1.) THF, 0 deg C, 30 min, 2.) THF, -70 deg C, 30 min

3: 95 percent / H₂O / 1,2-dichloro-ethane; hexane / 1 h / -35 °C

4: H₂ / PtO₂ / ethanol / 7 h

5: PPTS / 1,2-dichloro-ethane / 3 h / 90 °C

6: 1.) LDA / 1.) THF, hexane, -78 deg C, 40 min, 2.) THF, hexane, -78 deg C, 2 h

7: 1.) Me₃Al / 1.) CH₂Cl₂, hexane, RT, 15 min, 2.) CH₂Cl₂, hexane, RT, 2.5 h

8: 100 percent / pyridine, 4-dimethylaminopyridine / CH₂Cl₂ / 25 h / Ambient temperature

With pyridine; dmap; oxalyl dichloride; water; hydrogen; trimethylaluminum; pyridinium p-toluenesulfonate; sodium hydride; dimethyl sulfoxide; lithium diisopropyl amide; platinum(IV) oxide; In ethanol; hexane; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1016/S0957-4166(00)80362-6